Article
Biotechnology & Applied Microbiology
Mingfeng Cao, Vinh G. Tran, Jiansong Qin, Andrew Olson, Shekhar Mishra, John C. Schultz, Chunshuai Huang, Dongming Xie, Huimin Zhao
Summary: This study demonstrates the metabolic engineering of Rhodotorula toruloides to achieve high production of the plant-sourced polyketide triacetic acid lactone (TAL). By introducing relevant genes and optimizing metabolic pathways, TAL production was significantly increased. The findings highlight the potential of Rhodotorula toruloides as a host for the production of TAL and other polyketides from low-cost carbon sources.
BIOTECHNOLOGY AND BIOENGINEERING
(2022)
Article
Chemistry, Physical
Min Soo Kim, Dasol Choi, Jihyo Ha, Kyuhyeok Choi, Jae-Hyuk Yu, James A. Dumesic, George W. Huber
Summary: This study demonstrates a new route for the production of potassium sorbate from triacetic acid lactone. By hydrogenating TAL, dehydrating HMP, and conducting ring-opening hydrolysis of PSA, high-purity potassium sorbate can be obtained. The study shows that the highest yield occurs at low temperatures, and the experimental results agree with the reaction kinetics model. The synthesized potassium sorbate exhibits similar antimicrobial activities as commercial products.
Article
Chemistry, Analytical
Shuaizhen Zhou, Zia Fatma, Pu Xue, Shekhar Mishra, Mingfeng Cao, Huimin Zhao, Jonathan Sweedler
Summary: To meet the increasing need for high-throughput screening in metabolic engineering, a fast and information-rich screening method is required. Liquid extraction surface analysis coupled with mass spectrometry (LESA-MS) is an efficient approach that directly samples and introduces metabolites from a surface to MS. In this study, LESA-MS combined with an acoustic liquid handler and stable isotope-labeled internal standards, enabling absolute quantitation of target chemicals and high-throughput screening for microbial metabolites.
ANALYTICAL CHEMISTRY
(2023)
Article
Biotechnology & Applied Microbiology
Yangming Liu, Yuhan Jin, Peng Xu, Li Deng, Huan Liu, Fang Wang
Summary: Triacetic acid lactone (TAL) is an important platform chemical that acts as a bridge between biotransformation and chemical catalysis. Conventional extraction and conversion methods have limited the large-scale application of TAL due to environmental concerns and limited natural resources. This review summarizes the progress of TAL biomanufacturing using engineered microbes, including the construction of biosynthetic pathways, utilization of biomass and industrial waste as feedstocks, and the development of novel biosensors. Despite successful biosynthesis, there are challenges to economically viable TAL biomanufacturing, which are discussed along with potential strategies to improve techno-economic feasibility.
BIOCHEMICAL ENGINEERING JOURNAL
(2023)
Article
Biotechnology & Applied Microbiology
Yuta Matsuoka, Naofumi Fujie, Mariko Nakano, Ayumi Koshiba, Akihiko Kondo, Tsutomu Tanaka
Summary: This study demonstrates the production of value-added compound TAL from glucose using metabolic engineering techniques in an oleaginous yeast. Through the introduction of TAL-producing gene, manipulation of biosynthesis pathways, and optimization of carbon and nitrogen ratios, the production of TAL was significantly improved.
JOURNAL OF BIOSCIENCE AND BIOENGINEERING
(2023)
Article
Microbiology
Linjuan Feng, Junhao Xu, Cuifang Ye, Jucan Gao, Lei Huang, Zhinan Xu, Jiazhang Lian
Summary: In this study, an engineered Pichia pastoris strain was constructed for the production of Triacetic acid lactone (TAL). The TAL biosynthetic pathway was introduced by integrating a 2-pyrone synthase encoding gene from Gerbera hybrida (Gh2PS). The rate-limiting step of TAL synthesis was removed by introducing a mutant gene for acetyl-CoA carboxylase from S. cerevisiae (ScACC1*) and increasing the copy number of Gh2PS. Additionally, the phosphoketolase/phosphotransacetylase pathway (PK pathway) was introduced to enhance intracellular acetyl-CoA supply.
Article
Biotechnology & Applied Microbiology
Ramkrishna Singh, Sarang S. Bhagwat, Mothi Bharath Viswanathan, Yoel R. Cortes-Pena, Kristen K. Eilts, Grace McDonough, Mingfeng Cao, Jeremy S. Guest, Huimin Zhao, Vijay Singh
Summary: In this study, the adsorption capacity of activated charcoal and a weak base resin for microbially produced triacetic acid lactone (TAL) was evaluated, and an adsorptive process for TAL recovery from fermentation broth was provided. A biorefinery producing TAL from sucrose was designed and evaluated through technoeconomic analysis.
BIOFUELS BIOPRODUCTS & BIOREFINING-BIOFPR
(2023)
Article
Chemistry, Organic
Hui-Min Jiang, Jing-Hao Qin, Qing Sun, Dong Zhang, Jin-Peng Jiang, Xuan-Hui Ouyang, Ren-Jie Song, Jin-Heng Li
Summary: This article describes a copper-promoted reductive cross-coupling of nitroarenes with 4-alkyl-1,4-dihydropyridines to produce N-alkylbenzenamines. The reaction enables the construction of C(sp(3))-N bonds under oxidative conditions, providing an elegant platform for assembling N-alkylbenzenamines with good tolerance for sensitive functional groups.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Namrata Kotwal, Tamanna, Pankaj Chauhan
Summary: The asymmetric synthesis of medium-sized (seven- to nine-membered) bridged biaryl carbo- and heterocycles has always been challenging, resulting in underdeveloped methods compared to smaller ring structures. However, due to their configurational stability and wide applications, there has been an increasing interest in the catalytic enantioselective synthesis of these structures.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Xin-Qian Liu, Yang Guo, Wen-Qin Yu, Biquan Xiong, Peng-Fei Huang, Ke-Wen Tang, Yu Liu
Summary: This article describes a visible-light-induced three-component reaction of 2-arylindoles/benzimidazoles, Hantzsch esters, and sodium pyrosulfite for the synthesis of alkylsulfonatedisoquinolinones. Hantzsch esters and Na2S2O5 act as alkyl radical precursors and SO2 surrogate, respectively. This method exhibits good functional group tolerance and substrate applicability under mild conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Qing Zhou, Zhi-Wei Yin, Zhu-Lian Wu, Tian Cai, Wei Wen, Yan-Min Huang, Qi-Xiang Guo
Summary: This work describes a chiral aldehyde/palladium catalysis method for asymmetric α-allylation of NH2-unprotected amino acid esters with 1,3-disubstituted allyl acetates. Using different chiral phosphine ligands, both anti- and syn-selective allylation reactions are achieved enantioselectively. A series of α,α-disubstituted amino acid esters with two adjacent chiral centers are produced in moderate-to-excellent yields, diastereoselectivities, and enantioselectivities.
Article
Biotechnology & Applied Microbiology
Sarah M. M. Coleman, Lauren T. T. Cordova, Beena C. C. Lad, Sabah A. A. Ali, Esha Ramanan, James R. R. Collett, Hal S. S. Alper
Summary: Hydrothermal liquefaction (HTL) is a promising method for converting wet organic waste and biomass into renewable biocrude. The aqueous phase (HTL-AP) produced during HTL contains light organic compounds that need to be treated. Recent research has shown that engineered strains of Yarrowia lipolytica can convert HTL-AP into lipids and triacetic acid lactone (TAL). Laboratory evolution has increased the tolerance of these strains to HTL-AP and reduced the chemical oxygen demand (COD). This study expands the potential of Y. lipolytica for treating HTL wastewater and extracting value from it.
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Yaqin Wang, Bingfeng Chen, Haihong Wu, Xuelei Mei, Kaili Zhang, Bingxiao Zheng, Wanying Han, Jiao Xu, Mingyuan He, Buxing Han
Summary: Catalytic transfer hydrogenation is a feasible and safe method for the hydrodeoxygenation of biomass, enabling its effective utilization. A sustainable route for the production of delta-lactam has been demonstrated through catalytic transfer hydrogenation/hydrogenolysis of 4-hydroxy-6-methylpyridin-2(1H)-one derived from biomass-derived triacetic acid lactone. Ni-Ru bimetallic catalysts supported on carbon showed excellent catalytic performance, with a desired product yield of 83.5%, higher than other bimetallic or monometallic catalysts and commercial catalysts.
Article
Biotechnology & Applied Microbiology
Tom Delmulle, Stijn Bovijn, Sari Deketelaere, Martijn Castelein, Tom Erauw, Matthias D'hooghe, Wim K. Soetaert
Summary: This study demonstrates the production of a valuable product from terephthalic acid through engineering a strain of soil bacterium. High conversion yields were achieved by deleting a specific hydrolase and introducing a particular variant.
MICROBIAL CELL FACTORIES
(2023)
Article
Chemistry, Organic
Fuqing Zhang, Zixiang Wei, Wei Wu, Na Liu, Xinhan Li, Luqian Zou, Kaiming Wang, Jianbin Xu, Baomin Fan
Summary: A new practical photocatalytic system that can efficiently produce gem-dihaloenones without a photocatalyst has been investigated in this study. The system is straightforward, with inexpensive and readily available raw materials and simple operation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Tezcan Guney, Stephanie A. Kohles, Victoria L. Thompson, Gregory J. Phillips, George A. Kraus
Article
Chemistry, Multidisciplinary
George A. Kraus, Tezcan Guney
Article
Chemistry, Multidisciplinary
Mehmet Kandaz, Meryem N. Yarasir, Tezcan Guney, Atif Koca
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
(2009)
Article
Chemistry, Organic
Tezcan Guney, George A. Kraus
Article
Chemistry, Organic
Tezcan Guney, Jennifer J. Lee, George A. Kraus
Article
Chemistry, Organic
George A. Kraus, Tezcan Guney, Aaron Kempema, Joel M. Hyman, Bahram Parvin
TETRAHEDRON LETTERS
(2014)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
